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W373605

Sigma-Aldrich

L-Tyrosine

FG

Synonym(s):

(S)-2-Amino-3-(4-hydroxyphenyl)propionic acid, 3-(4-Hydroxyphenyl)-L-alanine

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About This Item

Linear Formula:
4-(HO)C6H4CH2CH(NH2)CO2H
CAS Number:
60-18-4
Molecular Weight:
181.19
FEMA Number:
3736
Beilstein:
392441
EC Number:
200-460-4
MDL number:
MFCD00002606
UNSPSC Code:
12164502
eCl@ss:
32160406
PubChem Substance ID:
24901863
Flavis number:
17.022
NACRES:
NA.21

biological source

corn

Quality Level

400

grade

FG

reg. compliance

EU Regulation 1334/2008 & 872/2012
FDA 21 CFR 173.65

optical activity

[α]20/D −10.6°, c = 4 in 1 M HCl

mp

>300 °C (dec.) (lit.)

solubility

water: soluble 0.479 g/L at 25 °C

application(s)

flavors and fragrances

food allergen

no known allergens

Organoleptic

odorless

SMILES string

N[C@@H](Cc1ccc(O)cc1)C(O)=O

InChI

1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/t8-/m0/s1

InChI key

OUYCCCASQSFEME-QMMMGPOBSA-N

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General description

L-Tyrosine is an important amino acid mainly used as a dietary supplement.
L-tyrosine, an aromatic amino acid, is used common dietary supplement that has a wide range of applications in food and pharmaceutical industry. It is a precursor for preparing industrially important compounds such as 3,4-dihydroxy-L-phenylalanine (L-DOPA), melanin and p-hydroxystyrene. L-tyrosine can be synthesized by different biotechnological methods which are ecofriendly.

Other Notes

Amino acid precursor of dopamine and other catecholamines

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBJ5667
STBH9613
STBH2728
STBG3044V
STBF3212V

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Christine Nicole S Santos et al.
Applied and environmental microbiology, 74(4), 1190-1197 (2007-12-25)
We present the development of a simple, high-throughput screen for identifying bacterial strains capable of L-tyrosine production. Through the introduction of a heterologous gene encoding a tyrosinase, we were able to link L-tyrosine production in Escherichia coli with the synthesis
Keisuke Saito et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(19), 7690-7695 (2013-04-20)
Using quantum mechanics/molecular mechanics calculations and the 1.9-Å crystal structure of Photosystem II [Umena Y, Kawakami K, Shen J-R, Kamiya N (2011) Nature 473(7345):55-60], we investigated the H-bonding environment of the redox-active tyrosine D (TyrD) and obtained insights that help
Hideki Hara et al.
Nature immunology, 14(12), 1247-1255 (2013-11-05)
The inflammasome adaptor ASC contributes to innate immunity through the activation of caspase-1. Here we found that signaling pathways dependent on the kinases Syk and Jnk were required for the activation of caspase-1 via the ASC-dependent inflammasomes NLRP3 and AIM2.
Verena Rahm et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 55(4), 546-550 (2014-02-26)
Low-grade gliomas (LGGs) may harbor malignant foci, which are characterized by increased tumor cellularity and angiogenesis. We used diffusion-weighted MR imaging (apparent diffusion coefficient [ADC]) and PET with the amino acid O-(2-(18)F-fluorethyl)-L-tyrosine ((18)F-FET) to search for focal changes of diffusion
Tina Lütke-Eversloh et al.
Applied microbiology and biotechnology, 77(4), 751-762 (2007-10-31)
The aromatic amino acid L-tyrosine is used as a dietary supplement and has promise as a valuable precursor compound for various industrial and pharmaceutical applications. In contrast to chemical production, biotechnological methods can produce L-tyrosine from biomass feedstocks under environmentally
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